Find hotels in Windward Side from Rp1.822.666

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Go beyond your typical stay in Windward Side

Pool image
Pool
Pool
Apartment image
Apart­ment
Apart­ment

Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

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Our top choices for Windward Side hotels

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.

1. Saba Arawak Hotel

Saba Arawak Hotel
3.0 star property
Windward Side
8.2 out of 10, Very good, (109 reviews)
"Love the place"
United States
EMAD
The price is Rp2.441.070
Rp2.870.698 total
includes taxes & fees
16 Nov - 17 Nov
Saba Arawak Hotel
A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.

2. El Momo Cottages

El Momo Cottages
3.0 star property
Windward Side
8.6 out of 10, Excellent, (63 reviews)
"Unique place overviewing the hills of Saba. Not a high class place to stay (in accordance with the rates), but everything is just good! Charming place, good service, good amenities, wonderful staff. I had a joyful stay and a great time!"
United States
Christina
The price is Rp2.513.398
Rp2.675.232 total
includes taxes & fees
14 Nov - 15 Nov
El Momo Cottages
A pool area with lounge chairs, a pergola, and a view of a mountain.

3. Scenery Hotel Saba

Scenery Hotel Saba
3.5 star property
Windward Side
The price is Rp5.695.830
Rp6.590.890 total
includes taxes & fees
18 Nov - 19 Nov
Scenery Hotel Saba
A beach with palm trees, a stone wall, and a building in the background.

4. The Old Gin House

The Old Gin House
3.0 star property
Oranjestad
8.4 out of 10, Very good, (65 reviews)
"Helpful, friendly staff. Included breakfast was tasty. Wine at sunset was nice. Enjoyed the stay very much."
United States
Regan
The price is Rp2.874.531
Rp3.075.748 total
includes taxes & fees
28 Nov - 29 Nov
The Old Gin House
A hotel room with a bed, a chair, a table with a vase of flowers, and a mirror on the wall.

5. Cattleya Flor Hotel

Cattleya Flor Hotel
2.0 star property
Oranjestad
The price is Rp1.871.487
Rp2.002.582 total
includes taxes & fees
29 Nov - 30 Nov
Cattleya Flor Hotel
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

6. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
3.0 star property
Oranjestad
8.2 out of 10, Very good, (20 reviews)
"Great location, nice people, clean."
Netherlands
Nadine
The price is Rp1.822.666
Rp1.950.253 total
includes taxes & fees
2 Dec - 3 Dec
Talk of the Town Inn & Suites
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.

7. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (32 reviews)
"Great stay. Everything was superb."
United States
Donald
The price is Rp3.404.840
Rp3.643.179 total
includes taxes & fees
3 Dec - 4 Dec
Quill Gardens Boutique Hotel
A paved pathway flanked by palm trees and buildings with a clear sky above.

8. Palm Spring Inn

Palm Spring Inn
3.0 star property
Oranjestad
8.4 out of 10, Very good, (15 reviews)
"Great place lovely staff"
United States
Dameon
The price is Rp2.599.288
Rp2.885.164 total
includes taxes & fees
18 Nov - 19 Nov
Palm Spring Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Windward Side attractions

Dutch Museum of Saba

8.4/10 (5 reviews)
You can spend time studying the exhibits at Dutch Museum of Saba during your travels in Windward Side. While you're in the area, wander around the gardens.
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Learn more about Windward Side

Colourful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

See all hotels in Windward Side
A lush green mountain with a white picket fence and buildings with red roofs.

Top Windward Side Hotel Reviews

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
Saba Arawak Hotel

Saba Arawak Hotel

Saba Arawak Hotel
Windward Side

10/10 Excellent

Well organised very clean room, nice balcony. Good wifi. the room had more kitchen equipment than expected, very convenient.
United Kingdom
Robert
Reviewed February 17, 2026
Saba Arawak Hotel

Frequently Asked Questions

If I need to cancel my hotel reservation in Windward Side, will I receive a refund?

Yes, most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.

What's the best dog-friendly place to stay in Windward Side?

El Momo Cottages is a top guest house for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.

What are some hotels with pools in Windward Side?

Saba Arawak Hotel: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. El Momo Cottages and Scenery Hotel Saba are a couple of other choices that feature an on-site pool. View all hotels with pools in Windward Side.

What is the best spa hotel in Windward Side?

The Scenery Hotel Saba is a top spa hotel with 30 rooms, free WiFi and laundry facilities. Treat yourself to a massage at the on-site spa. See all spa hotels in Windward Side.

How is it to stay in Windward Side?

Visitors can enjoy all that Windward Side has to offer, including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 12 hotels and other accommodation options to choose from. Find out more about Windward Side.

What should I do while I'm visiting Windward Side?

Cultural venues include Dutch Museum of Saba, Harry L Johnson Museum and Saba Heritage Center. A couple of additional sights to add to your itinerary are Mt Scenery and Jo Bean Glass Art Studio. Take a look at what more there is to see and do in Expedia's Windward Side guide.

What's the seasonal weather in Windward Side?

The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.

Where is the best place for a stay in Windward Side?

Based on our traveller data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your visit include El Momo Cottages and Scenery Hotel Saba. See all available top hotels, or vacation rentals in Windward Side.